Unsaturation In Alcohol Moiety Patents (Class 560/113)
  • Patent number: 4642368
    Abstract: Propargyl esters of the formula I ##STR1## where R.sup.1 is OC.sub.n H.sub.2n+1 (n=1 or 2), OCF.sub.3, OCF.sub.2 CHF.sub.2 or F and R.sup.2 is H, or R.sup.1 and R.sup.2 together form --O(CH.sub.2).sub.m O-- (m=1 or 2), a process for their preparation, and their use for controlling pests.
    Type: Grant
    Filed: March 19, 1985
    Date of Patent: February 10, 1987
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Hofmeister, Rainer Buerstinghaus, Heinrich Adolphi
  • Patent number: 4612386
    Abstract: Carboxylic acid esters are produced by the reaction of a carboxylic acid halide with a carbonate ester in the presence of an initiator. The reaction of a dicarboxylic acid dihalide and a bis(alkyl carbonate) ester produces a polymeric polyester.
    Type: Grant
    Filed: December 17, 1981
    Date of Patent: September 16, 1986
    Assignee: The Dow Chemical Company
    Inventor: James M. Renga
  • Patent number: 4588531
    Abstract: Alkali metal and alkaline earth metal salts of acyloxybenzenesulfonic acids of the formula I ##STR1## where R is a saturated or unsaturated alkyl radical of 1 to 17 carbon atoms or is phenyl which is unsubstituted or monosubstituted or disubstituted by alkyl of 1 to 3 carbon atoms, halogen, methoxy or nitro, are prepared by neutralization, by a method in which a liquid acyloxybenzenesulfonic acid of the formula I and an aqueous solution of an alkali metal or alkaline earth metal hydroxide, carbonate or bicarbonate are combined in water, at from 0.degree. to 60.degree. C. and while mixing throughly, so that the pH is kept at from 2.5 to 7.0, and, if desired, the resulting salt is isolated from the aqueous solution in a conventional manner.
    Type: Grant
    Filed: October 18, 1984
    Date of Patent: May 13, 1986
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolf-Dieter Balzer, Hans-Heinrich Bechtolsheimer, Karl-Heinz Beyer, Rolf Fikentscher, Johannes Perner, Rudi Widder, Helmut Wolf
  • Patent number: 4576963
    Abstract: Non-steroidal, anti-inflammatory drugs are disclosed which are polyprenyl alcohol esters of indolyl lower carboxylic acids, phenyl lower carboxylic acids, acetyl salicylic acid, anthranilic acid and derivatives thereof.
    Type: Grant
    Filed: May 14, 1984
    Date of Patent: March 18, 1986
    Assignee: Eisai Co., Ltd.
    Inventors: Isao Yamatsu, Shinya Abe, Yuichi Inai, Takeshi Suzuki, Kensaku Kinoshita, Mannen Mishima, Yoshinori Katoh, Seiichi Kobayashi, Manabu Murakami, Kouzi Yamada
  • Patent number: 4540811
    Abstract: A carboxylic acid esters, such as methyl propionate, is prepared by carbonylation of an olefin, such as ethylene, in the presence of an alcohol by the use of a molybdenum-nickel-alkali metal, a tungsten-nickel-alkali metal or a chromium nickel-alkali metal co-catalyst and in the presence of a halide.
    Type: Grant
    Filed: September 30, 1982
    Date of Patent: September 10, 1985
    Assignee: The Halcon SD Group, Inc.
    Inventor: Nabil Rizkalla
  • Patent number: 4521342
    Abstract: 2-alkyl-4,4-diacyloxybut-2-enals of the formula ##STR1## where R.sup.1 is alkyl and R.sup.2 and R.sup.3 are each hydrogen or an aliphatic, cycloaliphatic or aromatic radical, are prepared by a process wherein a 2-alkyl-2,4-diacyloxybut-3-enal of the formula ##STR2## is treated with an aliphatic carboxylic acid.
    Type: Grant
    Filed: March 7, 1983
    Date of Patent: June 4, 1985
    Assignee: BASF Aktiengesellschaft
    Inventors: Rolf Fischer, Hans-Martin Weitz, Joachim Paust
  • Patent number: 4518796
    Abstract: A method for preparing a carboxylic ester by reacting an aldehyde with an alcohol in the presence of oxygen with a catalyst, characterized in that the catalyst is a solid catalyst comprising palladium and bismuth, which may form an intermetallic compound, and which catalyst may comprise an alkali metal compound or an alkaline earth metal compound. The aforesaid catalyst avoids decomposition reactions simultaneously with the desired reaction, and therefore, the desired compound can be obtained in a high yield.
    Type: Grant
    Filed: May 13, 1980
    Date of Patent: May 21, 1985
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Atsushi Aoshima, Yoshio Suzuki, Setsuo Yamamatsu, Tatsuo Yamaguchi
  • Patent number: 4499297
    Abstract: Cyclopentenones of formula ##STR1## wherein each of symbols R.sup.1 and R.sup.2, when taken separately, represents an alkyl radical of C.sub.1 to C.sub.6, or a hydrogen atom, or, when taken together, they represent a polymethylene, or one of them designates a hydrogen atom and the other an alkyl radical of C.sub.1 to C.sub.6, are prepared starting from compounds having formula ##STR2## wherein R stands for a C.sub.1 to C.sub.6 alkyl radical or a phenyl group, via a catalytic reaction promoted by a metallo-organic compound of formulaMeX.sub.2 (R.sup.3 CN).sub.2 (III)wherein Me represents palladium or platinum, R.sup.3 represents a C.sub.1 to C.sub.3 alkyl radical or a phenyl group and X defines a halogen atom.
    Type: Grant
    Filed: November 16, 1983
    Date of Patent: February 12, 1985
    Assignee: Firmenich, SA
    Inventor: Valentin Rautenstrauch
  • Patent number: 4496758
    Abstract: An improved process for the metathesis of alkenyl esters utilizing substantially reduced catalyst levels is provided. For the process, an alkenyl ester of the formula ##STR1## where R is hydrogen or alkyl, R* is tertiary alkyl or an aromatic group, and n is an integer from 2 to 20 is reacted with a tungsten hexachloride/tetraalkyltin catalyst.
    Type: Grant
    Filed: October 13, 1983
    Date of Patent: January 29, 1985
    Assignee: National Distillers and Chemical Corporation
    Inventors: Charles W. Blewett, Michael D. Sublett
  • Patent number: 4488996
    Abstract: Isopropenyl esters are prepared rapidly by reacting for about ten minutes at about 120.degree. C. and a pressure of about 400 pounds per square inch a fatty acid and propyne in the presence of loaded zeolite catalyst.
    Type: Grant
    Filed: September 29, 1982
    Date of Patent: December 18, 1984
    Assignee: The United States of America as represented by the Secretary of Agriculture
    Inventor: Samuel Serota
  • Patent number: 4425277
    Abstract: A novel and effective catalyst system is provided for application in the preparation of alkenyl esters of carboxylic acids by transesterification reaction. The catalyst system consists of a palladium compound as the main ingredient and a cocatalyst formed of an alkali metal compound and a copper compound, at least one of which is a halide. The catalyst ingredients are adsorbed on a solid catalyst carrier, so that repeated use of the combined catalyst or a continuous operation of the reaction can easily be facilitated.
    Type: Grant
    Filed: July 30, 1979
    Date of Patent: January 10, 1984
    Assignee: Shin-Etsu Vinyl Acetate Co., Ltd.
    Inventors: Fumiaki Kawamoto, Shozo Tanaka, Yoshihiro Honma
  • Patent number: 4415499
    Abstract: The invention relates to supported catalysts based on a palladium(II) salt and activated carbon, there being used, as the support material, activated carbon having an analytical SiO.sub.2 content of from 0.5 to 8% by weight. The catalysts according to the invention are used for reacting carboxylic acids with alkenyl esters of lower carboxylic acids.
    Type: Grant
    Filed: October 6, 1981
    Date of Patent: November 15, 1983
    Assignee: Wacker-Chemie GmbH
    Inventors: Klaus Blum, Rudolf Strasser
  • Patent number: 4410719
    Abstract: 2-Alkyl-4,4-diacyloxybut-2-enals of the formula ##STR1## where R.sup.1 is alkyl and R.sup.2 and R.sup.3 are each hydrogen or an aliphatic, cycloaliphatic or aromatic radical, are prepared by a process in which a 2-alkyl-1,4-diacyloxybuta-1,3-diene of the formula ##STR2## is reacted with oxygen or an oxygen donor, in the presence of a carboxylic acid of the formulaR.sup.3 -COOH III.
    Type: Grant
    Filed: June 29, 1982
    Date of Patent: October 18, 1983
    Assignee: BASF Aktiengesellschaft
    Inventors: Rolf Fischer, Hans-Martin Weitz, Joachim Paust
  • Patent number: 4399301
    Abstract: Methylenically-substituted undecadiene compounds having the structural formula: ##STR1## wherein X is selected from the group consisting of lower acyloxy, aryloxy having from 6 to 14 carbon atoms, lower alkoxy and hydroxy, and R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7, R.sub.8, R.sub.9, R.sub.10, R.sub.11, R.sub.12, R.sub.13, R.sub.14, R.sub.15 and R.sub.16 are independently selected from the group consisting of hydrogen and lower alkyl, with the proviso that at least one of R.sub.3, R.sub.5 and R.sub.6 and at least one of R.sub.9, R.sub.10, R.sub.11 and R.sub.12 must be hydrogen, are prepared by reacting a diene having the structural formula: ##STR2## with a conjugated diene having the structural formula: ##STR3## in the presence of a rhodium/trivalent phosphorus catalyst, with the atomic ratio of the trivalent phosphorus to the rhodium therein being at least 1.5. The compounds can be hydrogenated and saponified to form known alcohols which are precursors for biodegradable detergents.
    Type: Grant
    Filed: September 13, 1979
    Date of Patent: August 16, 1983
    Assignee: Rhone-Poulenc Industries
    Inventor: Didier Morel
  • Patent number: 4387047
    Abstract: Use of certain ester derivatives of 1,3-dimethyl-but-3-en-1-yl as perfuming and flavoring ingredients. These ester derivatives possess the following formula ##STR1## wherein symbol R represents a hydrogen atom, a saturated or an unsaturated, linear or branched lower alkyl having 1 to 6 carbon atoms, or an aryl radical. The compounds of formula (I) are new chemical entities.
    Type: Grant
    Filed: January 6, 1981
    Date of Patent: June 7, 1983
    Assignee: Firmenich SA
    Inventors: Erling Sundt, Walter Schenk, Roger Chappaz, Michel Joyeux
  • Patent number: 4352760
    Abstract: The present invention provides novel substituted heptadeca-5,9- and 5,10-dienoic acid and similar fatty acid compounds which are derivatives of certain prostaglandins and are potent thromboxane A.sub.2 inhibitors. By virtue of this pharmacological property, they represent useful pharmacological agents for a wide variety of purposes.
    Type: Grant
    Filed: December 29, 1980
    Date of Patent: October 5, 1982
    Assignee: The Upjohn Company
    Inventor: Kirk M. Maxey
  • Patent number: 4338170
    Abstract: A cis-trans isomerization of a cis-.beta.-.gamma.-unsaturated alcohol or its ester having the formula ##STR1## wherein R.sub.1 represents hydrogen atom or a C.sub.1 -C.sub.5 alkyl group; X represents hydrogen atom or ##STR2## and R.sub.2 represents a hydrocarbon moiety or a hydroxyhydrocarbon moiety; R.sub.3 represents hydrogen atom or a hydrocarbon moiety into a transform, in the presence of a mercaptan as a catalyst, is provided. It can be also attained in the presence of a mercaptan and/or a disulfide as a catalyst in an inert gas environment with an initiator. It can be also attained in the presence of a mercaptan under an irradiation, if desired with a small amount of an initiator.
    Type: Grant
    Filed: May 23, 1980
    Date of Patent: July 6, 1982
    Assignee: Nissan Chemical Industries, Ltd.
    Inventors: Atsuo Murata, Syuji Tsuchiya, Hideo Suzuki
  • Patent number: 4321409
    Abstract: A process for producing a conjugated diene monoester by reacting a gaseous mixture comprising a conjugated diene, a carboxylic acid and oxygen as reactive components, in which the fraction of said conjugated diene is preferably 12-60 mole % and the fraction of oxygen is preferably 5-30 mole %, in the gas phase in the presence of a catalyst, characterized by carrying out the reaction in the presence of a catalyst which comprises, as active components, (a) palladium, (b) at least one member selected from the group consisting of magnesium, calcium, barium, cerium, lanthanum, tungsten, copper, zinc, cadmium, boron, thallium, molybdenum, tin, lead, phosphorous, arsenic and selenium and (c) at least one alkali metal carboxylate, or a catalyst which comprises, as active components, these three components (a), (b) and (c) together with (d) at least one alkali metal halide.
    Type: Grant
    Filed: December 14, 1979
    Date of Patent: March 23, 1982
    Assignee: Japan Synthetic Rubber Co., Ltd.
    Inventors: Yoshinori Yoshida, Hironobu Shinohara
  • Patent number: 4310709
    Abstract: The process for the manufacture of but-2-en-1-ol compounds by isomerizing but-3-en-1-ol compounds in the presence of a palladium catalyst and of hydrogen is improved by modifying the palladium catalyst with selenium or tellurium.The but-2-en-1-ols manufactured according to the invention are either solvents or valuable starting materials for the manufacture of solvents, dyes, surface coatings, paints and pesticides.
    Type: Grant
    Filed: April 23, 1980
    Date of Patent: January 12, 1982
    Assignee: BASF Aktiengesellschaft
    Inventor: Walter Rebafka
  • Patent number: 4301084
    Abstract: In a process for the preparation of a carboxylic acid ester of .beta.-formyl-crotyl alcohol by rearrangement of the corresponding carboxylic acid ester of 2-formyl-2-hydroxy-but-3-ene or of an acetal or acylate thereof in the presence of copper or a copper compound, followed, where relevant, by hydrolytic cleavage of the acetal or acylate, more especially in the preparation of 4,4-dimethoxy-3-methyl-crotyl acetate, the yield is improved by carrying out the rearrangement in the presence of copper (I) chloride as the catalyst and ensuring that low-boiling by-products formed during the rearrangement are removed.The products are of great importance as starting materials for an industrial synthesis of vitamin A and its derivatives.
    Type: Grant
    Filed: August 31, 1979
    Date of Patent: November 17, 1981
    Assignee: BASF Aktiengesellschaft
    Inventors: Harald Laas, Axel Nissen, Bernd Meissner
  • Patent number: 4283414
    Abstract: The invention concerns novel pesticidal esters of the pyrethrin or pyrethroid type in which the methylene group bonded to the ester carbonyl and/or ester oxygen bears a fluorine substituent. The compounds of the invention are active against insect pests including flies, moths, aphids and beetles and acarina pests including ticks.
    Type: Grant
    Filed: June 8, 1979
    Date of Patent: August 11, 1981
    Assignee: ICI Australia Limited
    Inventors: Donald W. G. Harney, Peter G. Lehman, Joseph C. Rundle
  • Patent number: 4260750
    Abstract: A process for the telomerization of dienes with a telomerizing compound containing a mobile hydrogen atom is disclosed wherein the reaction between the diene and the telomerizing agent is effected in the presence of a catalytic system comprising a water-soluble sulfonated triaryl phosphine compound, preferably a water-soluble salt of a mono-, di-, or trisulfonated triphenyl phosphine and a transition metal compound, preferably palladium or a palladium-containing compound. Water is added either before or after the reaction is completed and the reaction products can easily be separated from the aqueous catalyst solution.
    Type: Grant
    Filed: March 13, 1980
    Date of Patent: April 7, 1981
    Assignee: Rhone-Poulenc Industries
    Inventor: Emile Kuntz
  • Patent number: 4249019
    Abstract: A carboxylic ester is produced in one step in a high yield and with a high selectivity by reacting an aldehyde with an alcohol in the presence of oxygen by using a catalyst comprising (I) palladium, (II) at least one compound selected from the group consisting of lead compounds, thallium compounds and mercury compounds and (III) at least one compound selected from the group consisting of alkali metal compounds and alkaline earth metal compounds.
    Type: Grant
    Filed: November 13, 1978
    Date of Patent: February 3, 1981
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Nobuhiro Tamura, Yohei Fukuoka, Setsuo Yamamatsu, Yoshio Suzuki, Ryoichi Mitsui, Tadayuki Ibuki
  • Patent number: 4233230
    Abstract: A process for preparing esters and halides is disclosed comprising the step of reacting a cyclic olefin having the formula I ##STR1## wherein R.sub.1 and R.sub.4 are the same or different from each other and each represents hydrogen, methyl, or ethyl;R.sub.2 and R.sub.3 are the same or different from each other and each represents hydrogen or alkyl containing 1 to 5 carbon atoms; andn represents a whole number from 2 to 12, with an acyclic olefin having the formula II ##STR2## wherein R.sub.5 represents hydrogen, methyl, ethyl or the group ##STR3## wherein R.sub.12 and R.sub.13 are the same or different from each other and each represents hydrogen or alkyl containing 1 to 5 carbon atoms;Y represents halogen; an acyloxy group R.sub.14 --CO--O wherein R.sub.14 represents alkyl containing 1-12 carbon atoms, phenyl or phenyl alkyl containing 7-12 carbon atoms, or an oxycarbonyl group R.sub.15 --O--CO wherein R.sub.
    Type: Grant
    Filed: May 4, 1978
    Date of Patent: November 11, 1980
    Assignee: Rhone-Poulenc Industries
    Inventor: Jean Otton
  • Patent number: 4202822
    Abstract: Derivatives, analogs, and congeners of prostane having a 1-(hydroxymethyl)-1-oxo-prostane structure in the F.sub.1 series.
    Type: Grant
    Filed: December 8, 1977
    Date of Patent: May 13, 1980
    Assignee: American Cyanamid Company
    Inventor: Allan Wissner
  • Patent number: 4197245
    Abstract: Derivatives, analogs, and congeners of prostane having a 1-(hydroxymethyl)-1-oxo-prostane structure in the A.sub.1 series.
    Type: Grant
    Filed: December 8, 1977
    Date of Patent: April 8, 1980
    Assignee: American Cyanamid Company
    Inventor: Allan Wissner
  • Patent number: 4172839
    Abstract: Derivatives, analogs, and congeners of prostane having a 1-(hydroxymethyl)-1-oxo-prostane structure in the F.sub.2 series.
    Type: Grant
    Filed: December 8, 1977
    Date of Patent: October 30, 1979
    Assignee: American Cyanamid Company
    Inventor: Allan Wissner
  • Patent number: 4161610
    Abstract: This invention involves a method of producing vinyl esters by the reaction of olefins with carboxylic acids in the presence of alkali and alkaline earth metal salts of carboxylic acids, a noble metal compound, and a regenerative oxidant capable of maintaining the noble metal in oxidized form.
    Type: Grant
    Filed: September 29, 1961
    Date of Patent: July 17, 1979
    Assignee: Union Oil Company of California
    Inventor: Donald L. Klass
  • Patent number: 4150030
    Abstract: This invention relates to the preparation of optically active d-2-aminobutanol by catalytic asymmetric reduction of appropriate dehydro precursors to produce selectively the desired isomer. The same substrates can also be used to prepare the dl-mixture using optically inactive catalysts. The novel substituted-4-ethyl-4-oxazolin-2-one and substituted-4-ethyl-2-oxazolidinone compounds of this invention are useful as intermediates in the production of the antituberculosis drug ethambutol (Myambutol.RTM.).
    Type: Grant
    Filed: April 12, 1977
    Date of Patent: April 17, 1979
    Assignee: American Cyanamid Company
    Inventor: Balwant Singh
  • Patent number: 4125735
    Abstract: A process for the synthesis of perfume products, Vitamin E and intermediates described herein involving a coupling reaction. For instance, a process for the synthesis of dehydrophytol and Vitamin E comprising forming a C.sub.15 acetylene from hexahydropseudoionone and then coupling said acetylene with 1-acetoxy-4-chloro-3-methylbut-2-ene to form a C.sub.20 acetoxy-enyne. The latter is readily subjected to partial hydrogenation and saponification in that order to form a dehydrophytol, a useful intermediate for the synthesis of Vitamin E and other products.
    Type: Grant
    Filed: October 16, 1975
    Date of Patent: November 14, 1978
    Assignee: SCM Corporation
    Inventors: Ralph E. Close, William Oroshnik
  • Patent number: 4095030
    Abstract: Diacyloxyolefins are isomerized by mixing one or more diacyloxyolefins with at least one alkali metal, alkaline earth metal or ammonium salt of a carboxylic acid and a polar diluent.
    Type: Grant
    Filed: January 21, 1977
    Date of Patent: June 13, 1978
    Assignee: Phillips Petroleum Company
    Inventor: Paul R. Stapp
  • Patent number: 4086278
    Abstract: 1-Alkenyl thioethers of glycols are described. The alkenyl thioethers possess central nervous system activity and are useful as tranquilizers.
    Type: Grant
    Filed: March 15, 1976
    Date of Patent: April 25, 1978
    Assignee: Ortho Pharmaceutical Corporation
    Inventor: Allen Frederick Hirsch
  • Patent number: 4084062
    Abstract: This invention relates to the utility of compounds having the general formula ##STR1## WHEREIN R is selected from the group consisting of --H, --CH.sub.3, ##STR2## Said compounds are useful as plant growth regulators.
    Type: Grant
    Filed: December 14, 1976
    Date of Patent: April 11, 1978
    Assignee: Stauffer Chemical Company
    Inventor: Alexander Mihailovski
  • Patent number: 4069385
    Abstract: In the preparation of olefin derivatives having an ester group at the allylic position (hereinafter referred to as "allylic ester(s)") which comprises reacting an olefin having at least one hydrogen atom at the allylic position and which will produce an allylic ester having an asymmetric carbon atom with an organic peroxide in the presence of a copper catalyst, a method for producing optically active allylic esters characterized by using, as the copper catalyst, an optically active copper complex derived from an optically active compound selected from the group consisting of Schiff's bases of the formula: ##STR1## and amino acids of the formula: ##STR2## wherein R.sub.0 is an optically active alkyl, cycloalkyl, aralkyl or aryl group which may contain an unsaturated bond and/or a substituent having a hetero atom, X and Y are each a hydrogen atom, an alkyl, cycloalkyl, aralkyl or aryl group, or a substituent having a hetero atom, R.sub.1 and R.sub.
    Type: Grant
    Filed: June 3, 1976
    Date of Patent: January 17, 1978
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Masashi Araki, Tsuneyuki Nagase
  • Patent number: 4068082
    Abstract: Esters are prepared by reaction of acyl halides and alcohols or hydroxyalkyl esters and acid halides in the presence of a tertiary amine and polar aprotonic solvents. Bis(2-methacrylatoethyl) phthalate is prepared by the reaction of phthaloyl chloride with 2-hydroxyethyl methacrylate in pyridine and acetone. Bis-phenol-A-bis(2-methacrylatoethyl)ether is prepared from 2,2-bis[4-(2-hydroxyethoxy)phenyl]-propane and methacryl chloride in acetone.
    Type: Grant
    Filed: September 19, 1973
    Date of Patent: January 10, 1978
    Assignee: Lee Pharmaceuticals
    Inventors: Donald G. Stoffey, Jan Alexander Orlowski
  • Patent number: 4061667
    Abstract: 2-Alkyl-oct-5-en-2-ols and their esters characterized by the structural formula ##STR1## wherein R represents alkyl having from 1 to 8 carbon atoms and R.sup.1 represents hydroxyl or R.sup.2 COO--, wherein R.sup.2 represents alkyl having from 1 to 8 carbon atoms, aryl or aralkyl. These compounds can be in the cis or trans forms or mixtures thereof. The compounds have very pleasant, strong and long lasting green, floral, rosy aromas and are useful as fragrances or as components in fragrance compositions.
    Type: Grant
    Filed: March 24, 1975
    Date of Patent: December 6, 1977
    Assignee: Monsanto Company
    Inventor: Alfred A. Schleppnik
  • Patent number: 4059641
    Abstract: Polyprenyl derivatives having the formula ##STR1## in which R.sup.1 and R.sup.2 may be the same or different and each represents hydrogen atom, hydroxyl group, an alkoxy group having 1-8 carbon atoms, an aliphatic acyloxy group having 2-18 carbon atoms, an aromatic acyloxy group or an araliphatic acyloxy group having 2-3 carbon atoms in the aliphatic acyl moiety, R.sup.3 represents hydrogen atom, an alkyl group having 1-8 carbon atoms, an aliphatic acyl group having 2-18 carbon atoms, an aromatic acyl group or an araliphatic acyl group having 2-3 carbon atoms in the aliphatic acyl moiety, n is an integer of 1-4 and, when n is an integer of 2-4, R.sup.2 's may be the same or different; provided that, when n is 1 or 2, at least one of R.sup.1 and R.sup.2 's is hydroxyl group, an alkoxy group, an aliphatic acyloxy group, an aromatic acyloxy group or an araliphatic acyloxy group. These derivatives are useful as medicines for treating peptic ulcer.
    Type: Grant
    Filed: November 18, 1975
    Date of Patent: November 22, 1977
    Assignee: Sankyo Company Limited
    Inventors: Hiroshi Mishima, Akira Ogiso, Shinsaku Kobayashi
  • Patent number: 4057575
    Abstract: The invention comprises the oxidation of olefins to unsaturated esters of organic acids or acetals and/or unsaturated ethers of alcohols by contacting the olefin with an organic acid or alcohol reactant in the presence of a catalyst comprising a compound of a Group VIII noble metal and a redox agent. The catalyst is maintained active by contacting it with oxygen introduced simultaneously or intermittently with the olefin or by circulating the catalyst between separate oxygen and olefin contacting zones. The oxidation can be performed under liquid phase conditions by initiating the contacting with a dissolved catalyst or can be performed under vapor phase conditions by initiating the contacting with the catalyst distended on a solid support.
    Type: Grant
    Filed: June 23, 1976
    Date of Patent: November 8, 1977
    Assignee: Union Oil Company of California
    Inventor: Donald L. Klass
  • Patent number: 4055575
    Abstract: A process for the synthesis of dehydrophytol and Vitamin E comprising forming a C.sub.15 acetylene from hexahydropseudoionone and then coupling said acetylene with 1-acetoxy-4-chloro-3-methylbut-2-ene to form a C.sub.20 acetoxy-enyne. The latter is readily subjected to partial hydrogenation and saponification in that order to form a dehydrophytol, a useful intermediate for the synthesis of Vitamin E and other products.
    Type: Grant
    Filed: March 20, 1975
    Date of Patent: October 25, 1977
    Assignee: SCM Corporation
    Inventors: Ralph E. Close, William Oroshnik